Gaiole in Chianti Vacation Packages

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Your Gaiole in Chianti Vacation

When a city getaway is calling, answer it with a Gaiole in Chianti vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like Castle of Brolio, Meleto Castle and Castello di Albola. Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti vacation is only clicks away with Expedia.

Top Gaiole in Chianti Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was CA $1,911, price is now CA $1,414 per person
CA $1,414
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.6/10 Excellent! (43 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun. 12, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was CA $2,677, price is now CA $1,603 per person
CA $1,603
per person
Nov 7 - Nov 13
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug. 13, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,300, price is now CA $1,432 per person
CA $1,432
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug. 19, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was CA $3,897, price is now CA $2,799 per person
CA $2,799
per person
Sep 21 - Sep 27
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (44 reviews)
The staff went out of their way to be helpful with all queries

Reviewed on Jun. 21, 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Price was CA $2,653, price is now CA $1,963 per person
CA $1,963
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
Easy to get into the city..

Reviewed on Aug. 18, 2025

Ready to book your vacation to Gaiole in Chianti?

 

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Gaiole in Chianti Hotel Deals

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
The price is CA $595 per night from Aug 21 to Aug 22
CA $595
CA $670 total
Aug 21 - Aug 22
includes taxes & fees
9.4/10 Exceptional! (244 reviews)
"Beautiful hotal located in such a paradise location amazing view very good food. The staff was very nice. The service was amazing. I definitely recommend the place. It’s a beautiful relaxing, gorgeous."

Reviewed on Aug. 13, 2025

Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

Loc. Tornano, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Sep 18 to Sep 19
CA $325
CA $370 total
Sep 18 - Sep 19
includes taxes & fees
9/10 Wonderful! (88 reviews)
"Beautiful property in a stunning location! Would have been nice to have some sort of gathering area indoors as we were multiple pe"

Reviewed on May 29, 2025

Castello di Tornano Wine Resort
Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel

4 out of 5
Localita La Ripresa di Vistareni, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Sep 1 to Sep 2
CA $231
CA $267 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (131 reviews)
"Such a classic Tuscany location. Beautiful old Watermill turned into a hotel so it is very rustic. Cell phone service on the area is not good but WiFi seemed fine. Pools were nice but not too big and not a lot of space to accommodate all guests. Enjoyed the breakfast. Staff were helpful."

Reviewed on Jul. 30, 2025

Ultimo Mulino Wellness Country Hotel
See all 8,789 properties in Gaiole in Chianti
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover the most popular places to visit in Gaiole in Chianti

Medieval Tower of Barbischio

Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Medieval Tower of Barbischio

Church of San Sigismondo

You can find out about the history of Gaiole in Chianti with a stop at Church of San Sigismondo. Discover the beautiful countryside and wineries in this quaint area.

Church of San Sigismondo

What to do in Gaiole in Chianti

Brolio Castle

Small-Group Chianti Trip with Wine Tasting from Siena

CA $289
per adult
Small-Group Chianti Trip with Wine Tasting from Siena
Large cutting board, 6 wine tasting and Guided tour

Large cutting board, 6 wine tasting and Guided tour

CA $96
per adult
Large cutting board, 6 wine tasting and Guided tour
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

CA $79
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Gaiole in Chianti

Frequently asked questions

How much does a Gaiole in Chianti vacation package cost?
You can grab a vacation package to this popular destination from CA $1,414 on Expedia. But how much your vacation to Gaiole in Chianti costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Gaiole in Chianti?
The off-season is the best time to head to Gaiole in Chianti if you're on a budget. Another tip for scoring cheap Gaiole in Chianti vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Gaiole in Chianti?
Gaiole in Chianti vacations can be short or long, but to really get a feel for this destination, we think 3 days is about right. In this timeframe, you can fit in headline attractions like Badia a Coltibuono and Castello di Radda Winery as well as hidden gems. Don't miss out on cool neighbourhoods such as Badia Coltibuono and Vertine either. If you're clever with your time, you may even be able to take a day trip or two from Gaiole in Chianti too.
Is it worth booking a vacation package to Gaiole in Chianti?
Well known for its walking trails, cycling and bars and pubs, a Gaiole in Chianti vacation is a hit with all kinds of visitors. Be sure to visit key sights like Meleto Castle and Badia a Coltibuono, and consider renting some wheels for day trips to discover even more.
How to find the best Gaiole in Chianti package deals?
Start your search for a Gaiole in Chianti package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Gaiole in Chianti package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gaiole in Chianti escape underway.
Is it cheaper to book a Gaiole in Chianti vacation as a package?
You can enjoy significant savings on your Gaiole in Chianti getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Gaiole in Chianti?
If you're considering a spontaneous Gaiole in Chianti trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Gaiole in Chianti?

  1. Pick your travel dates: The things you want to do in Gaiole in Chianti and your favourite season can help you decide when to go.
  2. Budget wisely: As well as the price of your hotel, you'll need to consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Gaiole in Chianti.
  3. Decide your trip length: Think about how long you want to spend discovering Gaiole in Chianti. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Gaiole in Chianti vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.